IL36161A - Liquid compositions containing at least two benzoin ethers,and their preparation - Google Patents

Liquid compositions containing at least two benzoin ethers,and their preparation

Info

Publication number
IL36161A
IL36161A IL36161A IL3616171A IL36161A IL 36161 A IL36161 A IL 36161A IL 36161 A IL36161 A IL 36161A IL 3616171 A IL3616171 A IL 3616171A IL 36161 A IL36161 A IL 36161A
Authority
IL
Israel
Prior art keywords
composition
alkyl radical
aocording
temperature
carbon atoms
Prior art date
Application number
IL36161A
Other versions
IL36161A0 (en
Original Assignee
Koninkl Ind Mij Noury
Lande Nv V D
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Koninkl Ind Mij Noury, Lande Nv V D filed Critical Koninkl Ind Mij Noury
Publication of IL36161A0 publication Critical patent/IL36161A0/en
Publication of IL36161A publication Critical patent/IL36161A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S502/00Catalyst, solid sorbent, or support therefor: product or process of making
    • Y10S502/522Radiant or wave energy activated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Paints Or Removers (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

Liquid containing at least two benzoin and their preparation MAATSCHAPPIJ VAN PER The present invention relates to a composition containing at least two ethers derived from In the photopolymerization of organio and the copolymerization of unsaturated polyester whioh are mixtures of unsaturated polyesters and polymerizable use is made of photosensitizerso Patent Specification desoribes the photopolymerization of suoh as certain methaorylio and ohloroacrylio aoid amides and and vinyl and vinylidene suoh as vinyl vinyl vinylidene isoprene and using benzoin methyl benzoin ethyl ether or benzoin propyl ether as British Specification 1 discloses moulding and coating consisting of a stabilized unsaturated polyester resin and as benzoin ethers of secondary suoh as benzoin ethers derived from and benzoin ethers derived from lower secondary or tertiary alcohols have the disadvantage that they are solids at room whioh makes them difficult to measure into and mix with a visoous polyester for examplee Examples of such benzoin ethers are oompounds of the general formulas 0 C CHOR R Melting Point 21 22 77 33 34 45 46 5 it has now been found that compositions containing at least two whioh individually are solids from room temperature to approximately and have the general in whioh R represents a straight or branched secondary or tertiary alkyl radical having up to 6 carbon atoms in the main at least a major amount of the composition comprising at least one such oompound wherein the alkyl radical R contains carbon atoms in the the e at a 0 to room The liquid compositions according to the invention may be prepared by mixing together the requisite ethers in the molten state and in the desired using conventional mixing according to a preferred embodiment of the the compositions may also be obtained by reacting benzoin with a mixture of alcohols at a temperature in the range of in the presence of an hydrochloric Examples of benzoin ethers are solids at a temperature in the range from room temperature to approximately and which are suitable for use in liquid compositions according to the invention a e the benzoin ethers of ethyl isopropyl isobutyl and The liquid compositions according to the invention are preferably made suitable for incorporation into moulding and coating materials based upon unsaturated polyester resinso In order that the invention may be readily the following Examples are given by way of illustration EXAMPLE I 212 g of 500 ml of 500 ml of isobutanol and g of were reacted for hours at a temperature in the range of eege 100 After the reaction mixture was freed from acid by washing with an aqueous solution and then the volatile components were distilled 268 g of a composition containing equal parts by weight of benzoin ether and benzoin isobutyl ether were obtainedo Melting point of composition benzoin ether w benzoin isobutyl ether In this each of the two components has 3 or more carbon atoms in the main ohain of the alkyl group E given in the general EXAMPLE II Liquid compositions prepared mixing together various ethers in the molten using a conventional mixing The mixing the ethers used the of the compositions obtained are tabulated R R R Mixing Compound A Compound B Compound C A t B s 1 s 1 i 1 1 s 1 s 1 g 59 1 8 ϊ 4 9 0 1 8 1 8 approx0 0 1 8 1 8 59 0 1 S 1 8 0 1 8 1 8 59 0 1 3 8 0 2 8 1 8 hexyl 1 8 1 ί hexyl mixture of and exyl 7 insufficientOCRQuality

Claims (9)

WHAT WE CLAIM ISs melts in the r^nge
1. ) A composition which ie-.lic£uid at a temperature/from 0 C. to room temperature and which comprises at least two compounds whioh individually are solid at such a temperature and have the general formula* 0 II CJS- - C - CHOR - C-IL- o 5 ° wherein H represents a straight or "branched primary, secondary or tertiary alkyl radical having up to 6 carbon atoms in the main chain, at least a major amount of the composition comprising at least one compound wherein the alkyl radical has 3-6 carbon atoms in the main chain0
2. ) A composition according to claim 1 , in which R is selected from
3. ) A process for preparing a composition according to claim 1 or 2, comprising mixing at least two compounds of the general formula as defined in claim 1 in the molten state, the major amount of the mixture "being a compound wherein the alkyl radical contains 3—6 oarbon atoms in the main ohain
4. ) A process for preparing a oomposij;ion according to claim 1 or 2 , comprising reacting benzoin with a mixture of alcohols having the general formula ROH wherein R has the meaning defined in claim 1 at a temperature in the range of 60°-120°Co in the presence of an acid-reacting compound, the major amount of the alcohol mixture being an aloohol wherein the alkyl radical contains 3-6 carbon atoms in the main chain.
5. ) A process aocording to claim 4t in which the reaotion is carried out in the presenoe of hydrochloric aoide
6. ) A process according to claim 3» substantially as described with reference to Example II·
7. ) A process aocording to olaim 4| substantially as described with reference to Example I·
8. ) A composition as defined in olaim 1 or 2, when prepared by a process aocording to any of olaimB 3 to 7·
9. ) UoVe—curable unsaturated polyester resin moulding and coating materials, comprising a liquid composition aocording to claim 1 , 2 or 8· For the Applicants DR. EINHO By:
IL36161A 1970-03-26 1971-02-09 Liquid compositions containing at least two benzoin ethers,and their preparation IL36161A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1468270 1970-03-26

Publications (2)

Publication Number Publication Date
IL36161A0 IL36161A0 (en) 1971-04-28
IL36161A true IL36161A (en) 1973-10-25

Family

ID=10045677

Family Applications (1)

Application Number Title Priority Date Filing Date
IL36161A IL36161A (en) 1970-03-26 1971-02-09 Liquid compositions containing at least two benzoin ethers,and their preparation

Country Status (13)

Country Link
US (1) US3764560A (en)
JP (1) JPS5425076B1 (en)
AT (1) AT313587B (en)
BE (1) BE763260A (en)
CH (1) CH561237A5 (en)
DE (1) DE2107934A1 (en)
ES (1) ES389007A1 (en)
FR (1) FR2084982A5 (en)
GB (1) GB1257752A (en)
IL (1) IL36161A (en)
LU (1) LU62855A1 (en)
NL (1) NL166252C (en)
ZA (1) ZA71789B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2514680A1 (en) * 1975-04-04 1976-10-14 Bayer Ag BENZOINE TERT.-BUTYL ETHER
US4101584A (en) * 1976-12-10 1978-07-18 Napp Chemicals Inc. Bisbenzoin ethers and method of producing benzoin ethers
US4351708A (en) 1980-02-29 1982-09-28 Ciba-Geigy Corporation Photochemically or thermally polymerizable mixtures

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2448828A (en) * 1946-09-04 1948-09-07 Du Pont Photopolymerization
US2647080A (en) * 1950-06-30 1953-07-28 Du Pont Light-stabilized photopolymerization of acrylic esters
US3639321A (en) * 1967-05-06 1972-02-01 Bayer Ag Polyester moulding and coating materials which can be hardened by uv-irradiation

Also Published As

Publication number Publication date
LU62855A1 (en) 1971-08-13
DE2107934A1 (en) 1971-10-14
US3764560A (en) 1973-10-09
CH561237A5 (en) 1975-04-30
NL166252C (en) 1981-07-15
ZA71789B (en) 1972-03-29
ES389007A1 (en) 1974-02-01
FR2084982A5 (en) 1971-12-17
JPS5425076B1 (en) 1979-08-25
BE763260A (en) 1971-07-16
NL166252B (en) 1981-02-16
IL36161A0 (en) 1971-04-28
GB1257752A (en) 1971-12-22
AT313587B (en) 1974-02-25
NL7103993A (en) 1971-09-28

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